1.0 2011-09-21 00:24:06 UTC 2015-10-09 22:33:10 UTC FDB023065 Cortisone A naturally occurring glucocorticoid. It has been used in replacement therapy for adrenal insufficiency and as an anti-inflammatory agent. Cortisone itself is inactive. It is converted in the liver to the active metabolite hydrocortisone. (From Martindale, The Extra Pharmacopoeia, 30th ed, p726) -- Pubchem; Cortisone is a hormone. Chemically it is a corticosteroid with formula C21H28O5 and IUPAC name 17-hydroxy-11-dehydrocorticosterone. It is closely related to corticosterone. -- Wikipedia; One of cortisone's effects on the body, and a potentially harmful side effect when administered clinically, is the suppression of the immune system. This is an explanation for the apparent correlation between high stress and sickness. -- Wikipedia [HMDB] 11-dehydro-17-Hydroxycorticosterone 17-Hydroxy-11-dehydrocorticosterone 17a,21-Dihydroxy-4-pregnene-3,11,20-trione 17alpha,21-Dihydroxy-4-pregnene-3,11,20-trione 17α,21-dihydroxy-4-pregnene-3,11,20-trione 4-Pregnene-17a,21-diol-3,11,20-trione 4-Pregnene-17alpha,21-diol-3,11,20-trione 4-Pregnene-17α,21-diol-3,11,20-trione Andreson Anusol HC Balneol-Hc Beta-Hc Colocort Compound E Corlin Cortadren Cortandren Cortef Cortef Acetate Cortisal Cortisate Cortison Cortisone Acetate Cortistal Cortivite Cortogen Cortone Cortril delta(4)-Pregnene-17a,21-diol-3,11,20-trione Delta(4)-Pregnene-17alpha,21-diol-3,11,20-trione Dermacort Dricort Flexicort Florinef Fludrocortisone Acetate Glycort Hemsol-Hc Hi-Cor Incortin Kendall's compound Kendall's Compound E Kortison Locoid Locoid Lipocream Micort-Hc Nogenic HC Orabase HCA Pandel Pregn-4-en-17a,21-diol-3,11,20-trione Pregn-4-en-17alpha,21-diol-3,11,20-trione Pregn-4-en-17α,21-diol-3,11,20-trione Prestwick_132 Reichstein Fa Reichstein's Substance FA Scheroson Solu-Cortef Stie-Cort Texacort Westcort Wintersteiner's compound F δ(4)-pregnene-17a,21-diol-3,11,20-trione δ(4)-pregnene-17α,21-diol-3,11,20-trione C21H28O5 360.444 360.193674006 (1S,2R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,17-dione (1S,2R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,17-dione 53-06-5 [H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C InChI=1S/C21H28O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-15,18,22,26H,3-8,10-11H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1 MFYSYFVPBJMHGN-ZPOLXVRWSA-N belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. 21-hydroxysteroids Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Hydroxysteroids Aliphatic homopolycyclic compounds 11-oxosteroids 17-hydroxysteroids 20-oxosteroids 3-oxo delta-4-steroids Alpha-hydroxy ketones Cyclic alcohols and derivatives Cyclohexenones Delta-4-steroids Gluco/mineralocorticoids, progestogins and derivatives Hydrocarbon derivatives Organic oxides Primary alcohols Tertiary alcohols 11-oxosteroid 17-hydroxysteroid 20-oxosteroid 21-hydroxysteroid 3-oxo-delta-4-steroid 3-oxosteroid Alcohol Aliphatic homopolycyclic compound Alpha-hydroxy ketone Carbonyl group Cyclic alcohol Cyclic ketone Cyclohexenone Delta-4-steroid Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Pregnane-skeleton Primary alcohol Progestogin-skeleton Tertiary alcohol 11-oxo steroid 17alpha-hydroxy steroid 20-oxo steroid 21-hydroxy steroid 3-oxo steroid C21 steroids (gluco/mineralocorticoids, progestogens) and derivatives C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives C21-steroid Glucocorticoids Pregnane and derivatives [Fig] glucocorticoid Solid logp 1.98 ALOGPS logs -3.42 ALOGPS solubility 1.36e-01 g/l ALOGPS logp 1.66 ChemAxon pka_strongest_acidic 12.58 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac (1S,2R,10S,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,17-dione ChemAxon average_mass 360.444 ChemAxon mono_mass 360.193674006 ChemAxon smiles [H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C ChemAxon formula C21H28O5 ChemAxon inchi InChI=1S/C21H28O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-15,18,22,26H,3-8,10-11H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1 ChemAxon inchikey MFYSYFVPBJMHGN-ZPOLXVRWSA-N ChemAxon polar_surface_area 91.67 ChemAxon refractivity 96.47 ChemAxon polarizability 38.95 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Steroidogenesis SMP00130 map00140 Specdb::CMs 11733 Specdb::CMs 32296 Specdb::CMs 38478 Specdb::CMs 99784 Specdb::CMs 137429 Specdb::CMs 145163 Specdb::NmrTwoD 1840 Specdb::NmrOneD 1905 Specdb::NmrOneD 326842 Specdb::NmrOneD 326843 Specdb::NmrOneD 326844 Specdb::NmrOneD 326845 Specdb::NmrOneD 326846 Specdb::NmrOneD 326847 Specdb::NmrOneD 326848 Specdb::NmrOneD 326849 Specdb::NmrOneD 326850 Specdb::NmrOneD 326851 Specdb::NmrOneD 326852 Specdb::NmrOneD 326853 Specdb::NmrOneD 326854 Specdb::NmrOneD 326855 Specdb::NmrOneD 326856 Specdb::NmrOneD 326857 Specdb::NmrOneD 326858 Specdb::NmrOneD 326859 Specdb::NmrOneD 326860 Specdb::NmrOneD 326861 Specdb::MsMs 2134 Specdb::MsMs 2135 Specdb::MsMs 2136 Specdb::MsMs 291898 Specdb::MsMs 291899 Specdb::MsMs 291900 Specdb::MsMs 331927 Specdb::MsMs 331928 Specdb::MsMs 331929 Specdb::MsMs 374868 Specdb::MsMs 436445 Specdb::MsMs 436446 Specdb::MsMs 436447 Specdb::MsMs 436448 Specdb::MsMs 436449 Specdb::MsMs 436450 Specdb::MsMs 436451 Specdb::MsMs 436452 Specdb::MsMs 436453 Specdb::MsMs 439639 Specdb::MsMs 439640 Specdb::MsMs 439641 Specdb::MsMs 439642 Specdb::MsMs 439643 Specdb::MsMs 439644 HMDB02802 16962 #<Reference:0x000055ce321bced8> #<Reference:0x000055ce321bcd20> #<Reference:0x000055ce321bcb40> #<Reference:0x000055ce321bc988> #<Reference:0x000055ce321bc7d0> #<Reference:0x000055ce321bc618> #<Reference:0x000055ce321bc460> #<Reference:0x000055ce321bc2a8> #<Reference:0x000055ce321bc0f0> #<Reference:0x000055ce321d7fa8> #<Reference:0x000055ce321d7df0> #<Reference:0x000055ce321d7c38> #<Reference:0x000055ce321d7a80> #<Reference:0x000055ce321d78c8> #<Reference:0x000055ce321d7710> #<Reference:0x000055ce321d7558> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 3-oxo-5-beta-steroid 4-dehydrogenase P51857 AKR1D1 Corticosteroid 11-beta-dehydrogenase isozyme 1 P28845 HSD11B1 Dehydrogenase/reductase SDR family member 2 Q13268 DHRS2